The best cycling holidays in Europe.
Service Rating 4.7 from 898 reviews

Umbria Classic Cycling Holiday

4.9
(12 reviews)

Explore Umbria by bike. This Umbrian cycling holiday starts in the spiritual city of Assisi before leading you through verdant countryside to beautiful medieval towns such as Spello, Spoleto and Torgiano. The whole region is steeped in history, tradition and culture. It is also famous for producing delicious cuisine and some truly sensational wines.

Pedal along quiet lanes and paths, past olive groves and vineyards, through the breathtakingly beautiful Umbrian Valley. Hilltop towns beckon from afar and any extra effort required to assail the flanks of these medieval gems is invariably paid back by their simple, timeless charm and wondrous views.

Flexitreks Cycling HolidaySpello

The many highlights of this classic route include Assisi, birthplace of St Francis, founder of the Franciscan order, Spello, a gorgeous little hilltop town that entrances all who enter and Spoleto, another medieval town with an impressive castle still largely contained within its fortifications.

You’ll also have the opportunity to visit Montefalco, to wonder at the view from the ‘Balcony of Umbria’, as well as Perugia the provincial capital with its wonderful Piazzas, Renaissance palaces and medieval churches.

And finally we have to mention the food and wine. If, like us, you appreciate dining well on your cycling holidays then you are in for a real treat. In a country that appreciates food so much, it is impressive to learn that Italians themselves revere this region for the quality of its cuisine. Similarly the local wines, such as Rosso di Montefalco and Sagrantino are also held in very high esteem and are likely to be a memorable element of a wonderful holiday.

The route adheres to the valley floor for the most part with some slightly hilly sections in parts. Apart from the steeper climbs to Montefalco (which can be avoided) and Assisi this tour is suitable for anyone with an average fitness level.

Read Mail-Online journalist Adian Lowery’s account of his experiences on this tour.

Itinerary

The route adheres to the valley floor for the most part with some slightly hilly sections in parts. Apart from the steeper climbs to Montefalco (which can be avoided) and Assisi this tour is suitable for anyone with an average fitness level.

On arrival make your way to your first hotel in Assisi or nearby. Assisi is a medieval town built on a hilltop. It is a place where history, tradition, art and natural beauty combine in perfect harmony. There is a lot to see, such as the Basilica of St. Francis and Basilica of St. Clair, but it’s also pleasant to wander the narrow, winding streets or just to sit in a terrace cafe on the main square and soak up the atmosphere sipping a glass of something nice.

After breakfast your cycling adventure begins. We suggest you start early today as you may want to spend a little more time in Assisi before cycling through the varied countryside and towns and villages along the route. Perhaps take a break in the pretty walled town of Spello, dating back to Roman times. Stroll around its quaint alleyways admiring the colourful flowers that are framed so nicely against the sandstone walls. Descend into the valley and cycle to Foligno a bustling town with a lovely old centre that can be explored on foot or by bike. After a short ride further along the valley you reach your remote and quite lovely country house situated in the village of Casco dell’Acqua.

Today’s route leads you along the Umbrian Valley to the gorgeous, hilltop town of Spoleto. You’ll be able spot the town’s castle, which sits above the medieval town, while you are still some distance away. You can visit the cathedral with its beautiful frescoes, the Roman house, the museum and the Chiesa di Sant’Ansano where you can see a wonderful Renaissance fresco of the Madonna and Child. The ancient, winding streets are a delight to explore and it’s not that a big a place so feel free to lose and find yourself again.

More wonderful Umbrian countryside awaits as you continue your ride across the Valley of Umbria. Rolling countryside and picture perfect scenery lead you northwards. Every now and then you'll pass through tiny villages and hamlets where you may be tempted to stop for refreshment. Stop to admire the ornate interior of the Santuario Madonna della Stella catholic church before embarking on the final climb of the day up to up to the beautiful medieval village of Montefalco. Often referred to as 'The Balcony of Umbria' because of it's elevated position and stunning views of the surrounding countryside, you are bound to enjoy your night spent in this enchanting little village.

Today’s ride leads you past olive groves and vineyards along the western flank of the Umbrian Valley. The first section leads you downhill to the town of Bevagna. Stop and take in the busting atmosphere of the beautiful medieval square with its fountain and Romanesque churches. Your destination today is Torgiano a beautiful, quiet, medieval town at the confluence of the rivers Tiber and Chiascio. Some of the original fortifications remain to this day but the town is most well known for its wonderful wines and you may wish to visit the town’s impressive wine museum where traditions and techniques of the local viticulture are described and displayed. We also highly recommend sampling some of this wonderful local product in a cosy bar or restaurant.

You’ll spend a second night in Torgiano tonight so today you can choose between two circular rides. The first option is a visit to the provincial capital, Perugia with its delightful Piazzas and impressive renaissance churches, palaces and museums. If you go for this option you can either cycle 24 km to Ponte San Giovanni, at the foot of Perugia, and from here take a local train (return trip, payable locally) to the old town itself or you can cycle 32 km and make the climb by bike. Alternatively, you cycle a loop in the surroundings of Torgiano, 45 km, visiting Deruta, famous throughout the world for producing high quality ceramics. Then it’s onwards to the sanctuary of Madonna dei Bagni, which was built after a miracle is said to have taken place there in 1657 and where there are some 600 votive tiles showcasing the Deruta ceramics. Continue on past some idyllic little Umbrian hamlets before returning to Torgiano in the evening.

Your last day’s ride leads you back along quiet lanes across the valley to Assisi. The hilltop town is visible for most of the ride and just before arriving we suggest a stop at the Franciscan basilica in S.Maria degli Angeli with its impressive dome and humble little chapel Porziuncola, where St. Francis once came to pray. Take your time with the last climb up to the town and then it’s time to relax. Maybe enjoy an afternoon’s sightseeing, possibly a spot of shopping or maybe settle down with a fine Italian wine in a shady spot on the square.

After breakfast it’s time to check-out and head for home or your next adventure.

Bikes

Regular bikes provided are modern alloy framed models with 21-24 speeds. The bikes come equipped with pannier, lock and a repair kit with pump.

Electric bikes are also available.

We suggest you bring your own helmet for safety and hygiene reasons. Alternatively, helmets are provided on arrival.

Accommodation

Below you will find examples of the types of accommodation typically used on this tour. Please note that the hotels we book for you may differ slightly from those described but they will certainly be of a similar standard.

Superior: Comfortable hotels and B&Bs and 1 country house

Assisi: Hotel La Terrazza

Casco dell’Acqua: Casco dell’Acqua 

Spoleto: Hotel Clitunno

Montefalco: Hotel degli Affreschi

Torgiano: Hotel al Grappolo d’Oro

Superior Plus: Good quality hotels and B&Bs and 1 country house

Assisi area: Hotel Dal Moro Gallery (4km from the old town) or Hotel La Terrazza in superior room

Casco dell’Acqua: Casco dell’Acqua 

Spoleto: Hotel San Luca

Montefalco: Hotel degli Affreschi

Torgiano: Tre Vaselle

Local taxes

Some hotels have started to charge a local/tourist tax. These taxes are not included in the sale price of the tour and must be paid directly by you at check-in or checkout at the hotels. This fee varies and is ever changing but as a guide, you may be asked to pay between €1-€4 per person per night

Getting There

Fly to Perugia, Rome or Florence

Research flights from the UK here

Take the train to Assisi

Research trains in Italy here.

Reviews

Anonymous - October, 23 Oct 2024
Service
4
Very accommodating to our needs. Queries answered very quickly.
Andy - October, 27 Oct 2024
Thank you
Service
5
Well organised experience. Good route and lovely accommodation.
Andy - October, 27 Oct 2024
We are so glad you enjoyed everything about this gorgeous route.
Anonymous - September, 09 Sep 2024
Service
5
Excellent - website gave clear details and staff were at the end of an email for any additional questions.
Andy - October, 27 Oct 2024
We really appreciate the lovely feedback - thank you.
Service
5
What an excellent week of cycling on the Umbrian Classic cycling holiday. The app was great… it made such a difference for ensuring we were on the right track. We loved the varied routes, enabling us to see the Umbrian countryside and the beautiful towns. It really was terrific. The hotels were great too. All staff were so welcoming and our room was always ready for us on arrival - even our luggage was there for us in the room. The bikes were in very good condition and we were guided through the information at the start of the trip. An exceptional set up with no problems en route. Many thanks !!
Andy - October, 27 Oct 2024
Lovely, just as it should be. Thank you very much for taking the time to submit this, it really is appreciated.
Anonymous - July, 09 Jul 2024
Service
5
As always, Ally & team were super helpful when we sought their advice - they have lots of first hand experience to share and really understand the customers needs. We have used Flexitreks for 5 cycling holidays now … there will be more!
Andy - October, 26 Oct 2024
We really appreciate and value your business - thank you.
Service
5
We loved this holiday! Wonderful area, great service with the bikes, super hotels and of course fantastic food & wine.
Andy - October, 26 Oct 2024
One of our personal favourites this one - so glad you enjoyed it too.
Anonymous - October, 25 Oct 2019
Service
5
Ali was friendly and helpful whenI phoned to ask questions about details of the trip.
Andy - January, 02 Jan 2020
Ally is our Umbrian expert so you were in very good hands!
Service
5
A leisurely self guided trip through beautiful Umbria. Plenty of time to explore medieval hilltop towns. Good instructions, easy to follow the route.
Andy - January, 02 Jan 2020
Perfect - just as it should be. Thank you.
Anonymous - June, 21 Jun 2019
Service
5
Pre tour service was great, any questions we had were quickly answered.
Service
5
Very well organised; locations and scenery delightful, good hotels and excellent bikes.
Andy - September, 03 Sep 2019
Sounds perfect - thanks for this very positive review.
Anonymous - June, 03 Jun 2019
Service
5
Very helpful with information about the area including places for car hire for our post cycle extension Would definitely consider using the company again
Andy - September, 02 Sep 2019
Glad we were able to help with ancillary information to enhance the holiday.
Service
5
Interesting route although we didn’t have the best weather to enjoy the scenery more. Good hotels. The very poor road conditions made the cycling more difficult than it would have been with a good surface- lots of potholes and broken road surfaces- the dirt tracks were better!
Andy - September, 02 Sep 2019
Many thanks for the feedback and sorry to hear the roads were a little less than perfect in places.
Diane McLachlan - May, 30 May 2019
Service
5
Flextreks were efficient and answered our questions and assisted with our planning, the team were great.
Andy - September, 02 Sep 2019
Thanks Diane, we really appreciate your comments.
Service
5
Umbria was everything I ever imagined and more 😊. Ecologica tours who flexitreks used in Umbria looked after us. We had a thorough briefing pre tour and felt looked after. The route was fun, mixture of good hills, little roads, cute paths through olive groves and a nice distance each day with time to enjoy the surroundings and the town ahead. Excellent and I thorough recommend the tour. They organised a separate wine tour as well. Awesome
Andy - September, 02 Sep 2019
Thank you Diane - Umbria is hard to beat when it comes to scenic cycling, as long as you don't mind the odd hill along the way of course.
Anonymous - September, 19 Sep 2018
Service
5
very helpful. my 1st choice holiday was not available but after chatting Flextrex staff recommended alternative, and we loved it.
Andy - February, 06 Feb 2019
Thanks for the lovely review - it's always rewarding to hear that our alternative suggestions have worked well.
Service
4
Well thought out routes mainly on quiet roads and tracks. Good directions. Interesting routes through flat farmland and some hillier rides with olive groves, vineries and woodland. Cycling not too challenging, and as the weather was hot for our trip , so we enjoyed being able to do most or all of the cycling in the morning and spend our afternoons exploring the amazing medieval towns, all fascinating, and all had something special . Our hotels were great as was the food and wine. We would recommend this holiday to those who want to combine some cycling with exploring historic towns, churches, castles and galleries and luxury hotels. You may not have heard of the towns, but we enjoyed them and think they were nicer for us to visit than the more famous and more touristy cites.
Andy - February, 06 Feb 2019
Wonderful, thank you so much for taking the time to provide such a detailed review of this cycling holiday in Umbria.
Anonymous - June, 19 Jun 2018
Service
5
Excellent service as usual, Flexitreks got back to us very quickly with all the information and prices on the holiday and the various extras.
Andy - July, 25 Jul 2018
Your comments are very much appreciated - thank you.
Service
5
The cycling was fantastic and the countryside beautiful. The accommodation was of a very high standard. The local reps Petra and Paolo were really helpful.
Andy - July, 25 Jul 2018
We love cycling in this part of the world too and are so glad you enjoyed it.
Russell Mitten - September, 20 Sep 2017
Service
5
We were informed well and in good time
Service
5
Interesting countryside, different every day
Andy - October, 14 Oct 2017
Thanks Russell . Love the photo - looks like you had great weather!
Steve Groves - July, 30 Jul 2017
Service
5
As always, Andy and Ally listened to our requirements and found the perfect holiday for us. Umbria is so quiet, hours of cycling with no traffic. Couple of days slightly tough so would rate cycling as moderate + But for every uphill there is a downhill. Rode into Tuscany one day, beautiful ride, lovely town. Will be back!
Steve Groves - July, 30 Jul 2017
Service
5
Andy and Ally recommended first and last night stay in Assisi, perfect! Just a stroll into town. Arranged taxi service, and holiday could not have been better. Thanks again, Steve and Kay
Andy - August, 03 Aug 2017
Always a pleasure Steve and many thanks for the lovely review
Anonymous - December, 09 Dec 2015
Service
5
I spoke to Alli as I was unsure how the holiday worked and she was really helpful. She helped with info about the flights and transfers and the bike hire and told us what to expect.
Ally - December, 10 Dec 2015
Many thanks for the lovely comments on our service as we do appreciate your feedback. We are glad to hear that overall you had a great time cycling in Umbria and we agree that the route is indeed quite amazing. We have noted that the Casa Giulia let us down mainly due to the location and so we have altered the itinerary and will not be using the property again. I hope you will consider a trip in 2016 and feel free to email us at info@flexitreks.com and we will be happy to assist you. Many thanks again, the Flexitreks team
Service
5
The accommodation was mostly really good and all hotels had a good breakfast which is just what you need for the day ahead. Casa Giulia was the only one I would say was less than brilliant, mainly because of its location. There was no-where nearby to eat but there was no information given about this. We ended up asking a local shop owner where to go which was in the nearest village and a bike ride away. This wasn't a problem but it would have been nice to know beforehand. Apart from that everything else was very good. The places we visited were fantastic and the routes to them amazing.